Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698366Generated: October 29, 2026

Acetonitrile → (3S*,5R*)-3-Amino-5-{cyclopropyl-[1-(3-methoxy-propyl)-1H-indol-3-ylmethyl]-carbamoyl}-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1698366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTert-butyl 2,4-dioxo-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylateHCID 59778297—
Reactantcyclopropyl-[1-(3-methoxy-propyl)-1H-indol-3-ylmethyl]-amineHCID 59817701—
Product(3S*,5R*)-3-Amino-5-{cyclopropyl-[1-(3-methoxy-propyl)-1H-indol-3-ylmethyl]-carbamoyl}-piperidine-1-carboxylic acid tert-butyl esterHCID 69071766—

Reaction Steps

The title compound is prepared analogously as described in Example 152A using cyclopropyl-[1-(3-methoxy-propyl)-1H-indol-3-ylmethyl]-amine and 2,4-Dioxo-3-oxa-7-aza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester. MS: 485 [M+H]+; tR (HPLC, ACQUITY UPLC™ BEH C18 1.7 μm, 50×2.1 mm; 5% CH3CN+0.1% TFA/H2O+0.1% TFA for 0.5 min then 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 5 min then 100% CH3CN+0.1% TFA for 1.5 min, flow 0.5 ml/min): 3.09 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163773B2
Source datasetuspto-grants-2012_04
ORD IDord-ff482eba504246babf87dfc27d9b60d9
Source noteuspto-grants-2012_04